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Sigma-Aldrich 4-(Dimethylamino)Pyridine
List Price $571.20 Your Price $571.20
Sigma-Aldrich 4-(Dimethylamino)Pyridine Reagentplus(R) >99% - SIAL (Additional S&H Or Hazmat Fees May Apply)
NETA PART: SIAL-107700-500G
MFG.PART: 107700-500G
UNSPSC: 12352302
Manufacturer: Sigma-Aldrich
Quality Level
200
product line
ReagentPlus®
assay
≥99%
form
chips
crystalline powder
flakes
mp
108-110 °C (lit.)
solubility
H2O: 50 mg/mL
storage temp.
room temp
SMILES string
CN(C)c1ccncc1
InChI
1S/C7H10N2/c1-9(2)7-3-5-8-6-4-7/h3-6H,1-2H3
InChI key
VHYFNPMBLIVWCW-UHFFFAOYSA-N
Related Categories
Caustic Alkalis & Bases
General description
4-(Dimethylamino)pyridine (DMAP) is a highly versatile nucleophilic catalyst for acylation reactions and esterifications. It is also employed in various organic transformations like Baylis-Hillman reaction, Dakin-West reaction, protection of amines, C-acylations, silylations, applications in natural products chemistry, and many others.
Application
4-(Dimethylamino)pyridine can be used as a catalyst:
- To synthesize 3,5-disubstituted 2,6-dicyanoaniline by reacting malononitrile, aldehydes, and β-nitroolefins.
- For the acylation of alcohols with acid anhydrides under auxiliary base- and solvent-free conditions to synthesize corresponding esters.
- In Baylis-Hillman reaction to form carbon-carbon bond by the coupling of an activated alkene with an aldehyde or ketone.
A highly efficient catalyst for acylation reactions
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
pictograms
GHS06,GHS08,GHS05,GHS09
signalword
Danger
hcodes
H301 + H331,H310,H315,H318,H370,H411
pcodes
P262 - P273 - P280 - P301 + P310 - P302 + P352 + P310 - P305 + P351 + P338
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 1
target_organs
Nervous system
wgk_germany
WGK 3
PPE
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
| SKU | SIAL-107700-500G |
|---|---|
| Supplier Part Number | 107700-500G |
| UM | EA |
| UNSPSC | 12352302 |
| Manufacturer | Sigma-Aldrich |
| Temperature | room temp |
| ProductLine | SIAL |
| Qty | 1 |
| MinOrderQty | 1 |
| Weight | 10.000000 |
| Lead Time | 9 |
| Hazardous | Y |
| CAS Number | 1122-58-3 |
| Energy Star | No |
| Green | No |
| Controlled | N |